Call us at (888) 625-4885 to learn more about active adult communities in Massachusetts

Massachusetts 55+ active adult communities & homes for sale - Page 3

Living in Massachusetts

From the suburbs of the Greater Boston area and MetroWest to the coastal towns of the South Shore near Plymouth and seaside villages across Cape Cod, Massachusetts combines…
From the suburbs of the Greater Boston area and MetroWest to the coastal towns of the South Shore near Plymouth and seaside villages across Cape Cod, Massachusetts combines world-class medical infrastructure with classic New England living. The state's tax environment offers significant benefits for retirees: Social Security benefits and government pensions are completely exempt from state income tax, while private retirement withdrawals are taxed at a flat 5.0%. Additionally, qualifying homeowners 65 and older can leverage the Senior Circuit Breaker credit for up to $2,820 in property tax relief.Massachusetts features 152 active adult communities—headlined by Oak Point in Middleborough, the state's largest master plan, alongside resort-style condominium developments like Del Webb Chauncy Lake in Westborough, Southport in Mashpee, and luxury coastal enclaves in Scituate. Real estate choices span low-maintenance active adult condos to single-family coastal homes. At 55places, we comprehensively profile every Massachusetts active adult neighborhood with verified pricing, real resident reviews, and direct access to trusted local 55+ real estate experts.

Frequently Asked Questions


152 communities near Massachusetts

Sort by:

Relevance

Relevance

Cross Farm
$700ks - $800ks
Cross Farm, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 189 homes
Chadwick Place
$400ks - $500ks
Chadwick Place, Windham, NH
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 15 homes
Village at Oakwood
$600ks - $700ks
Village at Oakwood, Derry, NH
Resale Only | 55+ age-restricted | Built 2019 - 2021 | 30 homes
Hampton Meadows
$700ks - $900ks
Hampton Meadows, Hampton, NH
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 116 homes
Sargent Woods
$500ks
Sargent Woods, Newton, NH
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 113 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Mews of Bedford
$500ks
The Mews of Bedford, Bedford, NH
Resale Only | 55+ age-restricted | Built 1999 - 2002 | 108 homes
Oak Ridge Estates
$500ks - $600ks
Oak Ridge Estates, Hudson, NH
Resale Only | 55+ age-restricted | Built 2012 - 2015 | 101 homes
Ledgewood of Milford
$400ks
Ledgewood of Milford, Milford, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 98 homes
Summerfield of Amherst
$600ks
Summerfield of Amherst, Amherst, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 77 homes
Stage Crossing
$400ks - $500ks
Stage Crossing, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Parker Village
$300ks
Parker Village, Merrimack, NH
Resale Only | 55+ age-restricted | Built 2003 - 2008 | 76 homes
Colliston Yard
$400ks - $500ks
Colliston Yard, Nashua, NH
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 75 homes
Forest Hills of Londonder...
$400ks
Forest Hills of Londonder..., Londonderry, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 65 homes
Hadleigh Woods
$300ks
Hadleigh Woods, Windham, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 62 homes
The Village at Hollis Dep...
$300ks
The Village at Hollis Dep..., Hollis, NH
Resale Only | 55+ age-restricted | Built 2003 - 2003 | 60 homes
Mission Pointe
$500ks - $600ks
Mission Pointe, Hudson, NH
Resale Only | 62+ age-restricted | Built 2006 - 2011 | 58 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Annandale on The River
$500ks - $600ks
Annandale on The River, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2009 - 2011 | 57 homes
Silver Lake Estates
$700ks - $800ks
Silver Lake Estates, Hollis, NH
Resale Only | 55+ age-restricted | Built 2019 - 2022 | 52 homes
Del Ray Place
$700ks - $800ks
Del Ray Place, Windham, NH
New Construction | 55+ age-restricted | Built 2019 - present | 26 homes
Souhegan River View Villa...
$400ks - $500ks
Souhegan River View Villa..., Merrimack, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 51 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Lamplighter Estates
$200ks - $300ks
Lamplighter Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 50 homes
5 rating (1 reviews) Canberra Village
$400ks - $500ks
Canberra Village, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 49 homes
Cahill Place
$200ks
Cahill Place, Milford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 49 homes
Gilcreast Farms
$300ks
Gilcreast Farms, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 47 homes
Runnells Landing
$300ks
Runnells Landing, Hollis, NH
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 45 homes
Cohas Landing
$300ks
Cohas Landing, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1991 - 1997 | 44 homes
Braemoor Commons
$300ks - $400ks
Braemoor Commons, Salem, NH
Resale Only | 55+ age-restricted | Built 2014 - 2015 | 44 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Pine Creek
$300ks
Pine Creek, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 42 homes
Benjamin Chase Mill
$400ks - $500ks
Benjamin Chase Mill, Derry, NH
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 36 homes
Buttrick Village
$400ks - $500ks
Buttrick Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1997 - 2000 | 40 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Villages of Pelham
$300ks - $400ks
The Villages of Pelham, Pelham, NH
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 40 homes
Whispering Winds
$400ks
Whispering Winds, Windham, NH
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 40 homes
Harvest Village
$400ks
Harvest Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1995 - 1999 | 45 homes
Thompson's Preserve
$500ks
Thompson's Preserve, Nashua, NH
Resale Only | 55+ age-restricted | Built 2019 - 2020 | 39 homes
Little Mill Woods
$300ks - $400ks
Little Mill Woods, Sandown, NH
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 38 homes
Parrish Hills
$300ks - $500ks
Parrish Hills, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 37 homes
Hayden Green
$500ks
Hayden Green, Nashua, NH
Resale Only | 55+ age-restricted | Built 2013 - 2015 | 37 homes
Country Hills
$600ks
Country Hills, East Kingston, NH
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 36 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Lexington Place
$400ks
Lexington Place, Hudson, NH
Resale Only | 55+ age-restricted | Built 1999 - 1999 | 34 homes
Rowell Estates
$300ks - $400ks
Rowell Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 33 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
New Del Webb Chauncy Lake 1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$584,900

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0...
New Oak Point 406 SIMMONS RD, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$350,000

3 beds

|

2 baths

|

1,416 sq ft

|

House

406 SIMMONS RD, MIDDLEBORO, MA, 02346
Community: Oak Point
New Brierly Pond Village 37 HORNE WAY 37, MILLBURY, MA, 01527, Millbury, MA 01527
$479,900

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

37 HORNE WAY 37, MILLBURY, MA, 01527
New The Village at Orchard Meadows 1 APPLE SEED DR 1, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$649,900

2 beds

|

3 baths

|

1,854 sq ft

|

Condo

1 APPLE SEED DR 1, SHREWSBURY, MA, 01545
New Southport 6 CHADWICK CT 6, MASHPEE, MA, 02649, Mashpee, MA 02649
$639,000

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

6 CHADWICK CT 6, MASHPEE, MA, 02649
Community: Southport
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
New The Villages at Walker Meadow 14 WESSONVILLE VILLAGE WAY 79, WESTBOROU..., Westborough, MA 01581
$700,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

14 WESSONVILLE VILLAGE WAY 79, WESTBOROU...
New Preserve at Emerald Pines 73 PHOEBE ST 40, METHUEN, MA, 01844, Methuen, MA 01844
$980,000

3 beds

|

3 baths

|

3,046 sq ft

|

Condo

73 PHOEBE ST 40, METHUEN, MA, 01844
New Southport 45 GREY HAWK DR 578, MASHPEE, MA, 02649, Mashpee, MA 02649
$629,000

2 beds

|

2 baths

|

1,862 sq ft

|

Condo

45 GREY HAWK DR 578, MASHPEE, MA, 02649
Community: Southport
New Southport 51 PORTSIDE DR 51, MASHPEE, MA, 02649, Mashpee, MA 02649
$559,900

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

51 PORTSIDE DR 51, MASHPEE, MA, 02649
Community: Southport
The Village at Westminster Place 18 TEA PARTY CIR 18, HOLDEN, MA, 01520, Holden, MA 01520
$649,990

3 beds

|

3 baths

|

2,028 sq ft

|

House

18 TEA PARTY CIR 18, HOLDEN, MA, 01520
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Martins Landing 320 MARTINS LNDG 510, NORTH READING, MA,..., North Reading, MA 01864
$749,995

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

320 MARTINS LNDG 510, NORTH READING, MA,...
Community: Martins Landing
30 Coppersmith 30 COPPERSMITH WAY 50701, CANTON, MA, 02..., Canton, MA 02021
$817,325

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 50701, CANTON, MA, 02...
Community: 30 Coppersmith
Del Webb Chauncy Lake 5 PETERS FARM WAY 7409, WESTBOROUGH, MA,..., Westborough, MA 01581
$599,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 7409, WESTBOROUGH, MA,...
Bates Quarry 4 BATES QUARRY LN 44, WALPOLE, MA, 02081, Walpole, MA 02081
$936,949

2 beds

|

3 baths

|

2,301 sq ft

|

House

4 BATES QUARRY LN 44, WALPOLE, MA, 02081
Community: Bates Quarry
Spring Meadow 152 SPRING MEADOW LN 152, HANOVER, MA, 0..., Hanover, MA 02339
$750,000

2 beds

|

3 baths

|

2,417 sq ft

|

Condo

152 SPRING MEADOW LN 152, HANOVER, MA, 0...
Community: Spring Meadow
Shaker Heights 12 COPLEY CIR 12, ENFIELD, CT, 06082, Enfield, CT 06082
$589,900

2 beds

|

2 baths

|

1,897 sq ft

|

Condo

12 COPLEY CIR 12, ENFIELD, CT, 06082
Community: Shaker Heights
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Pennington Crossing 1211 PENNINGTON DR 1211, WALPOLE, MA, 02..., Walpole, MA 02081
$575,000

1 beds

|

1 baths

|

1,030 sq ft

|

Condo

1211 PENNINGTON DR 1211, WALPOLE, MA, 02...
Community: Pennington Crossing
Cindy Certified
200 MARTINS LNDG 312, NORTH READING, MA,..., North Reading, MA 01864
$739,900

2 beds

|

2 baths

|

1,475 sq ft

|

Condo

200 MARTINS LNDG 312, NORTH READING, MA,...
Regency at Emerald Pines 38 SEQUOIA DR 38, METHUEN, MA, 01844, Methuen, MA 01844
$889,000

3 beds

|

3 baths

|

2,633 sq ft

|

Condo

38 SEQUOIA DR 38, METHUEN, MA, 01844
Del Webb Chauncy Lake 8 PETERS FARM WAY 401, WESTBOROUGH, MA, ..., Westborough, MA 01581
$872,440

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 401, WESTBOROUGH, MA, ...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Del Webb Chauncy Lake 5 PETERS FARM WAY 404, WESTBOROUGH, MA, ..., Westborough, MA 01581
$489,995

1 beds

|

1 baths

|

972 sq ft

|

Condo

5 PETERS FARM WAY 404, WESTBOROUGH, MA, ...
Center Commons 33 FREEDOM CIR 33, PEMBROKE, MA, 02359, Pembroke, MA 02359
$485,000

2 beds

|

2 baths

|

1,452 sq ft

|

Condo

33 FREEDOM CIR 33, PEMBROKE, MA, 02359
Community: Center Commons
Southport 7 IRONWOOD PATH 186, MASHPEE, MA, 02649, Mashpee, MA 02649
$564,000

2 beds

|

3 baths

|

1,685 sq ft

|

Condo

7 IRONWOOD PATH 186, MASHPEE, MA, 02649
Community: Southport
Great Island 9 CANOE LNDG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$747,000

2 beds

|

3 baths

|

2,074 sq ft

|

House

9 CANOE LNDG, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 22 CROSS WIND, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$825,000

3 beds

|

3 baths

|

2,440 sq ft

|

House

22 CROSS WIND, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 6 AUTUMN GLN, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$725,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

6 AUTUMN GLN, PLYMOUTH, MA, 02360
Community: Great Island
Martins Landing 260 MARTINS LANDING WAY 202, NORTH READI..., North Reading, MA 01864
$499,900

1 beds

|

1 baths

|

972 sq ft

|

Condo

260 MARTINS LANDING WAY 202, NORTH READI...
Community: Martins Landing
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Regency at Glen Ellen 112 GLEN ELLEN BLVD 112, MILLIS, MA, 020..., Millis, MA 02054
$1,299,950

3 beds

|

4 baths

|

4,483 sq ft

|

Condo

112 GLEN ELLEN BLVD 112, MILLIS, MA, 020...
Riverside Woods 1 HOOD DR 1, ANDOVER, MA, 01810, Andover, MA 01810
$945,900

3 beds

|

3 baths

|

2,466 sq ft

|

Condo

1 HOOD DR 1, ANDOVER, MA, 01810
Community: Riverside Woods
Stone Castle Estates 17 STONE CASTLE DR 17, METHUEN, MA, 0184..., Methuen, MA 01844
$875,000

3 beds

|

3 baths

|

2,438 sq ft

|

House

17 STONE CASTLE DR 17, METHUEN, MA, 0184...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Regency at Methuen 106 SHERWOOD DR 01844, METHUEN, MA, 0184..., Methuen, MA 01844
$779,900

2 beds

|

2 baths

|

1,797 sq ft

|

House

106 SHERWOOD DR 01844, METHUEN, MA, 0184...
Community: Regency at Methuen
Willis Brook at Lynnfield 13 FAIRWAY LN 56, LYNNFIELD, MA, 01940, Lynnfield, MA 01940
$1,687,000

2 beds

|

2 baths

|

1,913 sq ft

|

Condo

13 FAIRWAY LN 56, LYNNFIELD, MA, 01940
The Gardens of Wilbraham 23 CHERRY DR 23, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$399,900

1 beds

|

2 baths

|

1,218 sq ft

|

Condo

23 CHERRY DR 23, WILBRAHAM, MA, 01095
Cindy Certified
399 NEPONSET 409, CANTON, MA, 02021, Canton, MA 02021
$705,855

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

399 NEPONSET 409, CANTON, MA, 02021
Cindy Certified
180 U:202 OLD POST RD 202, SHARON, MA, 0..., Sharon, MA 02067
$887,900

2 beds

|

3 baths

|

1,431 sq ft

|

Condo

180 U:202 OLD POST RD 202, SHARON, MA, 0...
Cindy Certified
134 COURT ST 2, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,023,000

2 beds

|

2 baths

|

1,744 sq ft

|

Condo

134 COURT ST 2, PLYMOUTH, MA, 02360
30 Coppersmith 30 COPPERSMITH WAY 502, CANTON, MA, 0202..., Canton, MA 02021
$625,995

1 beds

|

1 baths

|

1,027 sq ft

|

Condo

30 COPPERSMITH WAY 502, CANTON, MA, 0202...
Community: 30 Coppersmith
30 Coppersmith 30 COPPERSMITH WAY 406, CANTON, MA, 0202..., Canton, MA 02021
$827,440

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

30 COPPERSMITH WAY 406, CANTON, MA, 0202...
Community: 30 Coppersmith
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Great Island 66 CLAM PUDDING, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$850,000

3 beds

|

3 baths

|

2,555 sq ft

|

House

66 CLAM PUDDING, PLYMOUTH, MA, 02360
Community: Great Island
Autumn Fields 37 QUAIL HOLW 37, ENFIELD, CT, 06082, Enfield, CT 06082
$419,000

2 beds

|

3 baths

|

1,679 sq ft

|

Condo

37 QUAIL HOLW 37, ENFIELD, CT, 06082
Community: Autumn Fields
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.



Massachusetts 55+ Housing Market Trends

Trend Shown:

Number of Listings

Massachusetts 55+ Housing Market Trends Massachusetts 55+ Housing Market Trends

Connect with an agent
Want to learn more about 55+ communities in Massachusetts?
  • Insights and market stats
  • Instant new home alerts
  • Answers from local 55+ experts

Call us now: (888) 625-4885

Thanks! A local 55+ expert will be in touch shortly.

Want to learn more about 55+ communities in Massachusetts?

Call us: (888) 625-4885
152 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Aug 20, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top